Westside Vacations from $384

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Your Westside Vacation

A great way to experience this city is with a customized Westside vacation package. Stay in the neighborhood of Murray Hill, which is great for distilleries and craft breweries, bars and pubs and dining or go someplace else — our package deals are all about you. Jacksonville Equestrian Center, Crystal Springs Park and Bent Creek Golf Course are just a few of the many sights you'll want to check out during your trip to Westside. Browse Expedia's wide range of travel options and start planning your ultimate vacation to Westside now.

The Latest Westside Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Tricove Inn & Suites

Tricove Inn & Suites

2.5 out of 5
Southside
Price was $525, price is now $384 per person
$384
per person
Jul 6 - Jul 10
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
7.2/10 Good! (1,005 reviews)
Clean Room, parking good

Reviewed on Apr 30, 2026

The Ritz-Carlton, Amelia Island

The Ritz-Carlton, Amelia Island

5 out of 5
Amelia City
Save 100% on your flight
Price was $4,866, price is now $3,369 per person
$3,369
per person
Jul 22 - Jul 29
found 16 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
9.2/10 Wonderful! (385 reviews)
Great place to stay.

Reviewed on May 3, 2026

Amelia by the South

Amelia by the South

4.5 out of 5
Save 100% on your flight
Price was $4,305, price is now $2,994 per person
$2,994
per person
Jul 26 - Jul 29
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)
No reviews
Margaritaville Jacksonville Beach

Margaritaville Jacksonville Beach

2.5 out of 5
Save 100% on your flight
Price was $1,165, price is now $812 per person
$812
per person
Jul 22 - Jul 29
found 16 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
9/10 Wonderful! (3,912 reviews)
Everything was enjoyable at Margaritaville. Only complaint is 100 a night deposit or at least let guest know in advance.

Reviewed on May 13, 2026

Southbank Apartments by Landing

Southbank Apartments by Landing

4 out of 5
Downtown Jacksonville
Save 100% on your flight
Price was $875, price is now $641 per person
$641
per person
Jul 22 - Jul 29
found 16 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
10/10 Exceptional! (1 review)
The check in process was very confusing but the visa

Reviewed on Apr 4, 2026

Where to stay in Westside

Find the best Westside areas and neighborhoods for the activities you enjoy most. Learn more about Westside
Fernandina Beach, Florida, USA Historic Downtown 1958

Amelia City

While visiting Amelia City, you might make a stop by sights like American Beach and Fernandina Beach.

Find hotels in Amelia City

Westside Hotel Deals

Comfort Inn & Suites Jacksonville - Orange Park Near Naval Air Station

Comfort Inn & Suites Jacksonville - Orange Park Near Naval Air Station

2.5 out of 5
8001 PARRAMORE ROAD Jacksonville FL
Fully refundable
$103 nightly
The price is $117 total per night from May 31 to Jun 1
$117 total
May 31 - Jun 1
Total with taxes and fees
9.4/10 Exceptional! (1,079 reviews)
Very nice staff. Breakfast was hot. Great for a one night stop

Reviewed on May 9, 2026

Comfort Inn & Suites Jacksonville - Orange Park Near Naval Air Station
Quality Inn Jacksonville - Orange Park near Naval Air Station

Quality Inn Jacksonville - Orange Park near Naval Air Station

2.5 out of 5
4580 Collins Road Jacksonville FL
Fully refundable
$60 nightly
The price is $68 total per night from May 25 to May 26
$68 total
May 25 - May 26
Total with taxes and fees
6.8/10 (1,011 reviews)
Room was clean good breakfast

Reviewed on May 9, 2026

Quality Inn Jacksonville - Orange Park near Naval Air Station
Sleep Inn & Suites Jacksonville West

Sleep Inn & Suites Jacksonville West

2.5 out of 5
6535 Ramona Blvd Jacksonville FL
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $111 total per night from Jun 2 to Jun 3
$111 total
Jun 2 - Jun 3
Total with taxes and fees
7.6/10 Good! (612 reviews)
Super nice staff. Everything was clean and as expected. We stayed here one night for a stop over and I would recommend it anytime.

Reviewed on Apr 30, 2026

Sleep Inn & Suites Jacksonville West
See all 3,177 properties in Westside
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Westside

F/A-18 Hornets at NAS Jacksonville

Jacksonville Naval Air Station

After visiting Jacksonville Naval Air Station, make a plan to see the other sights and activities in Jacksonville. Experience the lively festivals or attend a sporting event in this family-friendly area.

Jacksonville Naval Air Station
Jacksonville_WestsideRegionalPark_6069311_04

Westside Regional Park

Explore the great outdoors at Westside Regional Park, a lovely green space in Jacksonville. Experience the lively festivals and great live music in this family-friendly area.

Westside Regional Park

Ortega Yacht Club Marina

Explore the waterfront in Jacksonville with a trip to Ortega Yacht Club Marina. Amble around the area's riverfront or attend a sporting event.

Ortega Yacht Club Marina

Things to do

Gummy Making Class

Gummy Making Class

$20
per traveler
Gummy Making Class
1 Hour Jet Ski Rental in Jacksonville, FL Evolution Jetsports

1 Hour Jet Ski Rental in Jacksonville, FL Evolution Jetsports

$140
per traveler
90% of travellers recommend
1 Hour Jet Ski Rental in Jacksonville, FL Evolution Jetsports
Jax Brewery Tour

Jax Brewery Tour (Drinks Included)

$135
per adult
Jax Brewery Tour (Drinks Included)
See all activities in Jacksonville
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.